[5-[2-[3-(3-Amino-1-hydroxy-3-oxopropyl)-18-(hexadecanoylamino)-11,20,21,25-tetrahydroxy-15-(1-hydroxyethyl)-26-methyl-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-6-yl]-2-hydroxyethyl]-2-hydroxyphenyl] hydrogen sulfate

Details

• Internal ID: cc342f32-af95-4e06-a9a5-043102c22696
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: [5-[2-[3-(3-amino-1-hydroxy-3-oxopropyl)-18-(hexadecanoylamino)-11,20,21,25-tetrahydroxy-15-(1-hydroxyethyl)-26-methyl-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-6-yl]-2-hydroxyethyl]-2-hydroxyphenyl] hydrogen sulfate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)NC1CC(C(NC(=O)C2C(C(CN2C(=O)C(NC(=O)C(NC(=O)C3CC(CN3C(=O)C(NC1=O)C(C)O)O)C(CC4=CC(=C(C=C4)O)OS(=O)(=O)O)O)C(CC(=O)N)O)C)O)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)NC1CC(C(NC(=O)C2C(C(CN2C(=O)C(NC(=O)C(NC(=O)C3CC(CN3C(=O)C(NC1=O)C(C)O)O)C(CC4=CC(=C(C=C4)O)OS(=O)(=O)O)O)C(CC(=O)N)O)C)O)O)O
• InChI: InChI=1S/C51H82N8O20S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-39(67)53-31-23-36(65)47(71)57-49(73)43-44(68)27(2)25-59(43)51(75)42(35(64)24-38(52)66)56-48(72)41(34(63)20-29-18-19-33(62)37(21-29)79-80(76,77)78)55-46(70)32-22-30(61)26-58(32)50(74)40(28(3)60)54-45(31)69/h18-19,21,27-28,30-32,34-36,40-44,47,60-65,68,71H,4-17,20,22-26H2,1-3H3,(H2,52,66)(H,53,67)(H,54,69)(H,55,70)(H,56,72)(H,57,73)(H,76,77,78)
• InChI Key: HPRZPZRQNZPGHW-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₂N₈O₂₀S
• Molecular Weight: 1159.30 g/mol
• Exact Mass: 1158.53660821 g/mol
• Topological Polar Surface Area (TPSA): 463.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): -3.12
• H-Bond Acceptor: 19
• H-Bond Donor: 15
• Rotatable Bonds: 24

Synonyms

• [5-[2-[3-(3-Amino-1-hydroxy-3-oxopropyl)-18-(hexadecanoylamino)-11,20,21,25-tetrahydroxy-15-(1-hydroxyethyl)-26-methyl-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-6-yl]-2-hydroxyethyl]-2-hydroxyphenyl] hydrogen sulfate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6850	68.50%
Caco-2	-	0.8603	86.03%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.3923	39.23%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.8372	83.72%
OATP1B3 inhibitior	+	0.9241	92.41%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8194	81.94%
P-glycoprotein inhibitior	+	0.7404	74.04%
P-glycoprotein substrate	+	0.8643	86.43%
CYP3A4 substrate	+	0.7364	73.64%
CYP2C9 substrate	-	0.8065	80.65%
CYP2D6 substrate	-	0.8154	81.54%
CYP3A4 inhibition	-	0.8607	86.07%
CYP2C9 inhibition	-	0.7895	78.95%
CYP2C19 inhibition	-	0.7621	76.21%
CYP2D6 inhibition	-	0.8522	85.22%
CYP1A2 inhibition	-	0.7983	79.83%
CYP2C8 inhibition	+	0.8440	84.40%
CYP inhibitory promiscuity	-	0.9576	95.76%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	+	0.5300	53.00%
Carcinogenicity (trinary)	Non-required	0.6174	61.74%
Eye corrosion	-	0.9788	97.88%
Eye irritation	-	0.8977	89.77%
Skin irritation	-	0.7616	76.16%
Skin corrosion	-	0.9102	91.02%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3670	36.70%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	+	0.5731	57.31%
skin sensitisation	-	0.8401	84.01%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7580	75.80%
Acute Oral Toxicity (c)	III	0.5811	58.11%
Estrogen receptor binding	+	0.7678	76.78%
Androgen receptor binding	+	0.7379	73.79%
Thyroid receptor binding	+	0.5772	57.72%
Glucocorticoid receptor binding	+	0.5922	59.22%
Aromatase binding	+	0.6440	64.40%
PPAR gamma	+	0.7767	77.67%
Honey bee toxicity	-	0.7188	71.88%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6165	61.65%
Fish aquatic toxicity	+	0.9550	95.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.82%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.71%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.60%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.55%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.48%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	97.08%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.85%	97.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	95.32%	92.08%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.52%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.40%	95.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	91.30%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.45%	96.61%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	90.42%	91.03%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	89.85%	92.88%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.76%	92.86%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.92%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	88.73%	96.90%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	88.57%	95.00%
CHEMBL2535	P11166	Glucose transporter	88.04%	98.75%
CHEMBL255	P29275	Adenosine A2b receptor	87.96%	98.59%
CHEMBL340	P08684	Cytochrome P450 3A4	87.88%	91.19%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	85.19%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.31%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.24%	97.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.20%	94.33%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	84.10%	96.25%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.93%	89.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.45%	93.56%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.99%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.93%	92.50%
CHEMBL3891	P07384	Calpain 1	81.67%	93.04%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.47%	95.50%
CHEMBL4581	P52732	Kinesin-like protein 1	80.35%	93.18%
CHEMBL204	P00734	Thrombin	80.33%	96.01%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.16%	93.03%
CHEMBL3474	P14555	Phospholipase A2 group IIA	80.08%	94.05%

Plants that contains it

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Cross-Links

• PubChem: 461348
• LOTUS: LTS0275847
• wikiData: Q77505823